Valentine’s Day Weekend in Annapolis

Valentine’s Day Weekend in Annapolis

With several of our Sturbridge communities in Anne Arundel County being just minutes away from the heart of Annapolis, we’ve compiled a list of the best Valentine’s Day date night destinations for the perfect romantic evening! Whether you’re spending this love-filled holiday with that special someone or just close friends, you’re sure to have a lovely time at these Naptown eateries this Valentine’s Day weekend!


Valentine’s Day Dinner at Luna Blu Ristorante

A few minutes away from our Cool Spring Ridge community, spend a romantic evening celebrating Valentine’s Day with your other half at this intimate Italian restaurant in downtown Annapolis. Check out their special Valentine’s Day menuhere!

Sweetheart Tasting

Enjoy a special tasting with your sweetheart this Valentine’s Day at Great Frogs Winery in Annapolis.  Couples are in for a treat as this tasting features a glass of Great Frogs Winery’s new 2018 Rosè and limited edition Eastport dessert wine paired with an assortment of French sweets. Less than a thirty-minute drive from our Highmeadow Hills community in Severn, this Valentine’s Day date night idea is sure to satisfy your sweet tooth cravings!

Craft Beer & Dinner Pairing

Beer pairing and a four-course meal! What more could beer enthusiast ask for? Surprise your special someone with the ultimate beer lovers experiences this Valentine’s Day at Chesapeake Brewing Company. This is a great getaway that combines craft beer and great food among the charming brick-paved roads of historic Annapolis!

Valentine’s Partner Yoga

Perfect for couples and close friends, be at peace at a relaxing candlelit yoga session this Valentine’s Day weekend at Ruah Yoga! Enjoy wine and soft music as you learn new stretches and restorative postures. After couples will enjoy a delicious charcuterie picnic and wine from Grapes Wine Bar.